C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/273.5
C07D 231/54 (2006.01)
Patent
CA 1136141
X-4988B Abstract of the Disclosure Octahydropyrazolo[3,4-g]quinolines, dopamine agonists, useful in treatment of Parkinsonism and in inhibiting secretion of prolactin, are described herein. These novel compounds are prepared by reacting a corresponding 7-dimethylaminomethylene-6- oxo-derivative witn hydrazine hydrate. Also described herein are novel intermediates of the general formulae Image Image Ic Id wherein, R is H, CN, C1-C3 alkyl or benzyl; R1 is H, -COOH, -COO(C1-C3,alkyl, or CH2X wherein X is C1, Br, I, OH, OSO2-(C1-C3)alkyi, OSO2tolyl, or OSO2phenyl; with the proviso tk.at when R is C1-C3 alkyl, then R1 can not be H; and the salts thereo, These intermediates are prepared by a process which comprises reacting a compound of the general formula Image X-4988 wherein R is defined as above, and R4 is H or COOZ' where Z' is H, or (C1-C3)- alkyl, with hydrazine hydrate; followed by, when Z' is (C1-C3) alkyl, reacting with a metal hydride to obtain the compounds where R1 is CH2OH, followed by, if desired, reacting with a nucleophilic reagent to obtain the compounds where R1 is CH2Y where Y is C1, Br, I, OSO2-(C1-C3)- alkyl, OSO2 tolyl or OSO2 phenyl, and where desired, forming a salt of said compound of general formula Ic or Id.
379594
Bach Nicholas J.
Kornfeld Edmund C.
Eli Lilly And Company
Gowling Lafleur Henderson Llp
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